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Tuscan Discovery Small Group Escorted Tour

This fantastic small group tour of Tuscany covers the region’s highlights. Enjoyed guided walking tours of three of its most popular cities; Florence, Siena and Pisa, all with a city expert so you can really get to know their fascinating history. You’ll also visit two of Tuscany’s most picturesque regions, Chianti; made famous for the postcard perfect vineyards that dot the rolling hills, and Val d’Orcia where arguably some of the most stunning vistas in Italy can be seen.

Please be advised that our escorted tours are dependent on minimum numbers. The minimum numbers on all tours is 6. Please speak to our Italy experts for more information.

Due to the amount of walking and steps involved with this tour, it is not suitable for people with walking difficulties.

2020 Tour Departure dates

08 September 2020

At a glance

  • Enjoy guided walks of Florence, Siena and Pisa
  • Enjoy wine tasting in the Chianti region
  • Exclusive to Citalia
  • Maximum Group Size: 18
  • Visit some of Tuscany’s most scenic towns including San Gimignano and Pienza

For more information, call our Italy Experts on:

01293 765055 Or Request a quote
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Trip Itinerary

Day 1 : Arrive in Tuscany

Arrive in Tuscany and check in at the UNA Hotel Palazzo Mannaioni (please note there are 25 steps at the entrance of the hotel), your home for the next 7 nights. Housed in a prestigious 16th Century building, this four star hotel has just 47 rooms and beautiful views over the Tuscan Countryside. You’ll enjoy a welcome drink and dinner here in the evening.

Meals included:

  • Dinner
Day 2 : Florence

Today is spent visiting Tuscany’s renaissance capital. Considered one of Italy’s most beautiful cities, Florence boasts exceptional architecture, impressive monuments and revered artwork. You’ll enjoy a guided visit of the city, taking in Brunelleschi’s iconic Duomo, Florence Baptistery and Campanille, and Piazza della Signoria, Florence’s main square and a meeting point for Florentines since the early 13th Century.

The last stop on the walking tour is Ponte Vecchio, the city’s oldest bridge that is home to glittering jewellery shops, and the beautiful Santa Croce Square. You’ll enjoy a quick aperitif at a bar before being given some free time to explore the city at your own pace. Before heading back to your hotel for the evening, we’ll stop at Piazzale Michelangelo for some of the best panoramic views of Florence.

Meals included:

  • Breakfast
  • Dinner
Day 3 : Chianti

Probably one of Italy’s most famous wine regions, the region’s iconic scenes of gentle rolling hills and vineyards studded with Cypress trees certainly live up to expectations. You’ll visit picturesque local villages and end the day with a visit to a wine estate where you’ll enjoy tastings of wine, olive oil and other local product.

Meals included:

  • Breakfast
  • Dinner
Day 4 : Siena

Siena, with its maze of narrow streets, characterful bars and restaurants, and lively history, is a true highlight of Tuscany. You’ll start your guided tour in the fan-shaped Piazza del Campo, a beautiful medieval square that’s famous for the Palio di Siena horse race that takes place here twice a year. Our guide will explain the traditions behind this event and the fascinating rivalries of the city’s contrade (parishes) that compete against eachother in the race.

After, we’ll stop at a local bar for a cappuccino and some typical biscuits from Siena. It’s then onto the Duomo, one of the most stunning cathedrals in Italy.

After lunch at leisure in the city, we’ll head back to the hotel where you can enjoy an afternoon by the pool.

Meals included:

  • Breakfast
  • Dinner
Day 5 : Val D’Orcia

One of the most beautiful and unique landscapes, the colours of the Orcia Valley have to be seen to be believed. In the morning, we will stop in the medieval hill town of Montepulciano, famed for its excellent Vino Nobile wine. After some free time for lunch, we head to Pienza, a picturesque small town which has been declared a World Heritage Site by UNESCO. There are many viewpoints throughout this small town from where you can take in the sprawling countryside views, and it’s dotted with family-run shops selling Pienza’s local speciality: pecorino – a parmesan-like cheese hugely popular within the region. We’ve included a tasting of this delicious cheese.

Meals included:

  • Breakfast
  • Dinner
Day 6 : Pisa and Lucca

A guided walking tour of Pisa takes in the city’s most popular sights including the splendid monuments in Miracle Square, the Duomo, Bapistery and, of course, the world-famous Leaning Tower, which you’ll get to see from the outside. Standing at 60 metres tall and leaning at around a 10 degree angle, the structure is considered to be a remarkable example of architecture in medieval Europe, and the quirky attraction draws thousands of visitors every year.

After a stroll through the Old Town passing by Piazza dei Cavalieri, we depart for Lucca, a true gem in Tuscany and birthplace of the famous composer Giacomo Puccini. You’ll enjoy lunch at leisure here with plenty of free time to explore the small city’s narrow streets that open suddenly to reveal churches, squares and even a Roman amphitheatre.

Meals included:

  • Breakfast
  • Dinner
Day 7 : Volterra and San Gimignano

A real and authentic taste of two of Tuscany’s most beautiful towns. In the morning, we visit Volterra, situated on a hilltop and offering wonderful views of the surrounding areas. Highlights include the famous Piazza and Palazzo dei Priori, Roman Theatre and a stop at a traditional alabaster workshop. After some free time for lunch in Volterra, we proceed to San Gimignano, famous for the thirteen towers dominating the skyline, where we will also taste ice cream from a World Champion.

Meals included:

  • Breakfast
  • Dinner
Day 8 : Return Home

Enjoy breakfast at your hotel before you fly home.

Meals included:

  • Breakfast

8 days from £1,799 per person

What's included:

  • 7 breakfasts and 7 dinners
  • English speaking guide
  • Entrance fee to Siena Cathedral
  • Wine Tasting, Olive Oil Tasting, Cheese Tasting
  • Apéritif in Florence


What's not included:

  • Drinks at dinner (other than water)
  • Transfers to/from the Airport
  • Entrance fees to monuments, museums and churches (except Siena Cathedral)
  • All lunches
  • Tips
  • Tourist tax (approx. €14 per person)


Practical Information

Flight Information

The majority of international flights arrive into Pisa airport (PSA). Direct flights to Pisa are available from Belfast, Bristol, East Midlands, Edinburgh, Glasgow, Leeds Bradford, Liverpool, London Gatwick, London Heathrow, London Luton, London Stansted, Manchester and Newcastle and take approximately 2 hours. 

Visa Information

At the current time, British citizens do not require a visa to visit Italy.


You don’t have to leave a tip in Italy – most Italians don’t tip for restaurant meals, bar drinks, taxi rides or hair and beauty treatments. However if you do leave a tip, you might receive quicker service.
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We have been helping our customers discover the real Italy for 90 years now. Our experience and expertise, together with our attention to detail and personal touch, really does make us the leading Italian holiday specialist

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